N,N-dibenzylheptanamide

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N,N-dibenzylheptanamide
• 化学式: C₂₁H₂₇NO
• 分子量: 309.451
• InChiKey: LIGCMCQOJJGTKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  23
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N,N-dibenzylheptanamide 在 dicobalt octacarbonyl 、 sodium hydroxide 作用下， 以 甲苯 、 甲醇 、 水 为溶剂， 反应 4.0h， 以50%的产率得到N,N-dibenzylheptan-1-amine
  参考文献：
  名称：

  羰基钴基甲酰胺氢化硅烷化催化剂

  摘要：

  AbstractThe cobalt carbonyl [Co2(CO)8] complex is employed as a useful catalyst for the reduction of tertiary amides to the corresponding tertiary amines using 1,1,3,3‐tetramethyldisiloxane (TMDS) and poly(methylhydrosiloxane) (PMHS) as silane reagents under thermal (100 °C) or photo‐assisted conditions (UV, 350 nm at room temperature). Of particular interest, a low catalytic amount (0.5 mol%) of [Co2(CO)8] is used to perform the reaction with 2.2 equiv. of PMHS at 100 °C for 3 h. This reaction is the first example of a cobalt‐catalyzed hydrosilylation of amides.magnified image

  DOI：

  10.1002/adsc.201300664
• 作为产物：
  描述：

  庚醛 在 叔丁基过氧化氢 、 copper(II) acetate monohydrate 作用下， 以 水 、 乙腈 为溶剂， 反应 1.17h， 生成 N,N-dibenzylheptanamide
  参考文献：
  名称：

  N-羟基琥珀酰亚胺酯形成的 铜催化的乙酰胺化反应†

  摘要：

  据报道通过N-羟基琥珀酰亚胺酯形成的铜催化的醛的氧化酰胺化。直接从醛制备酰胺的方法学范围很广，产率高，并且不需要干燥条件。这种交叉偶联反应看起来很简单，并利用了廉价，丰富和容易获得的试剂。

  DOI：

  10.1039/c3ob41440j

文献信息

• Iron-Catalyzed Amidation of Aldehydes with<i>N</i>-Chloroamines
  作者：Andrea Porcheddu、Lidia De Luca

  DOI：10.1002/adsc.201200659

  日期：2012.11.12

  A new direct conversion of aldehydes to amides has been realized, in the presence of iron(III) chloride as a catalyst and using tert-butyl hydroperoxide (TBHP) as an oxidant. Both aliphatic and aromatic aldehydes were successfully reacted with variously mono- and di-substituted N-chloroamines. The methodology has a wide substrate scope, uses cheap and easily available reagents and is characterized

  在氯化铁（III）存在下，并使用叔丁基氢过氧化物（TBHP）作为氧化剂，已经实现了醛到酰胺的新的直接转化。脂族和芳族醛均成功地与各种单取代和二取代的N-氯胺反应。该方法具有广泛的底物范围，使用廉价且容易获得的试剂，并且具有反应时间短的特征。
• One-Pot Synthesis of Amides from Aldehydes and Amines <i>via</i> C–H Bond Activation
  作者：Roberta Cadoni、Andrea Porcheddu、Giampaolo Giacomelli、Lidia De Luca

  DOI：10.1021/ol302175v

  日期：2012.10.5

  A one-pot synthesis of amides from aldheydes with N-chloroamines, prepared in situ from amines, has been developed. Both aliphatic and aromatic aldehydes and many types of mono- and disubstituted amines are tolerant in this transformation. This cross-coupling reaction appears simple and convenient, has a wide substrate scope and makes use of cheap, abundant, and easily available reagents.

  已经开发了由醛类与N-氯胺由醛类一锅法合成的酰胺，它是由胺原位制备的。脂族和芳族醛以及许多类型的单取代和二取代的胺都可耐受这种转化。这种交叉偶联反应看起来简单方便，具有广泛的底物范围，并使用廉价，丰富且易于获得的试剂。
• Iodine-catalyzed efficient amide formation from aldehydes and amines
  作者：Peng Wang、Jiaxuan Xia、Yueqing Gu

  DOI：10.1016/j.tetlet.2015.11.027

  日期：2015.12

  An efficient iodine-catalyzed radical oxidative amidation of aldehydes with amines has been developed. This methodology was employed to prepare amides in good to excellent yields with the advantages of wide functional group tolerance and operational simplicity. (C) 2015 Elsevier Ltd. All rights reserved.
• One-Pot Amidation of Olefins through Pd-Catalyzed Coupling of Alkylboranes and Carbamoyl Chlorides
  作者：Yoshizumi Yasui、Sayo Tsuchida、Hideto Miyabe、Yoshiji Takemoto

  DOI：10.1021/jo070724u

  日期：2007.7.1

  A one-pot synthesis of C-1-elongated amides starting from olefins and carbamoyl chlorides has been developed. Alkylboranes, generated by hydroboration of terminal olefins with 9-BBN-H, underwent smooth coupling with carbamoyl chlorides in the presence of palladium catalyst and Cs2CO3.